Methanol → HCID 86735285, compound

HRID 461601Notes

Reaction equation

HRID 461601 reaction equation
[CH2:1](Cl)/[CH:2]=[CH:3]\[OH:4].C[OH:7].[OH-].[CH3:9][N+:10]([CH3:19])([CH3:18])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CN(C)C=O.C(O)(=O)C=CC1C=CC=CC=1.C1C=CC=CC=1>[C:3]([O-:4])(=[O:7])[CH:2]=[CH:1][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[CH3:9][N+:10]([CH3:19])([CH3:18])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

7

Reactant 3

HCID 887MethanolHCID 66854Benzyltrimethylammonium hydroxideHCID 15676292(Z)-3-chloroprop-1-en-1-ol

Product 1

HCID 86735285HCID 86735285, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolvent2×HCID 6228DimethylformamideSolventHCID 87842-Propenoic acid, 3-phenyl-Solvent

Procedure

A 6.5 g amount of polyepichlorohydrin was dissolved in 227 ml of dimethylformamide while heated under a nitrogen atmosphere. In addition, 13.6 g of cinnamic acid was dissolved in 177 ml of benzene and then 38.3 g of a 40% methanol solution of trimethylbenzyl ammonium hydroxide was admixed with the solution. Trimethylbenzyl ammonium cinnamate was isolated when the benzene solvent was evaporated in addition to the methanol and the water formed by the neutralization reaction. The product obtained was admixed with the solution of polyepichlorohydrin and the mixture was reacted at 80° C for 6.5 hours. The reaction mixture was mixed with methanol and 12 g of a rubber-like white polymer was obtained. Infrared spectrum analysis and elemental analysis of the product indicated that the polymer was a photosensitive resin having units 1 and 2 wherein the ratio of 1 to 2 was 71% to 29%. ##STR6##

Workup

  1. temperaturewhile heated under a nitrogen atmosphere

Sources & evidence

ORD record
ord-9203652fa8d9488c8b113dfd522380ce
Source dataset
uspto-grants-1977_12
Patent number
US04063953

Reaction notes

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